JPS62181795A - アルキルハイドロキノン−β−Ｄ−グルコシドの製造法 - Google Patents
アルキルハイドロキノン−β−Ｄ−グルコシドの製造法Info
- Publication number
- JPS62181795A JPS62181795A JP61025177A JP2517786A JPS62181795A JP S62181795 A JPS62181795 A JP S62181795A JP 61025177 A JP61025177 A JP 61025177A JP 2517786 A JP2517786 A JP 2517786A JP S62181795 A JPS62181795 A JP S62181795A
- Authority
- JP
- Japan
- Prior art keywords
- alkylhydroquinone
- culture
- glucoside
- culture medium
- callus
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 206010020649 Hyperkeratosis Diseases 0.000 claims abstract description 15
- 229930182478 glucoside Natural products 0.000 claims description 16
- 150000008131 glucosides Chemical class 0.000 claims description 10
- 241000196324 Embryophyta Species 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 4
- 206010028980 Neoplasm Diseases 0.000 claims description 3
- 239000003104 tissue culture media Substances 0.000 claims description 3
- 241000208328 Catharanthus Species 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000284 extract Substances 0.000 claims description 2
- 238000004161 plant tissue culture Methods 0.000 claims description 2
- 239000001963 growth medium Substances 0.000 abstract description 8
- 238000000034 method Methods 0.000 abstract description 8
- 229920001817 Agar Polymers 0.000 abstract description 6
- 239000008272 agar Substances 0.000 abstract description 6
- 238000009630 liquid culture Methods 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000007858 starting material Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000002087 whitening effect Effects 0.000 abstract 1
- 239000002609 medium Substances 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 16
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 14
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 10
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 8
- -1 alkyl hydride Chemical class 0.000 description 7
- 238000000605 extraction Methods 0.000 description 5
- 229930192334 Auxin Natural products 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000002363 auxin Substances 0.000 description 4
- 210000004748 cultured cell Anatomy 0.000 description 4
- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000005273 aeration Methods 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 239000006285 cell suspension Substances 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000012258 culturing Methods 0.000 description 3
- UQHKFADEQIVWID-UHFFFAOYSA-N cytokinin Natural products C1=NC=2C(NCC=C(CO)C)=NC=NC=2N1C1CC(O)C(CO)O1 UQHKFADEQIVWID-UHFFFAOYSA-N 0.000 description 3
- 239000004062 cytokinin Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- SUSHDSMGFVANCQ-UJPOAAIJSA-N Homoarbutin Natural products C1=C(O)C(C)=CC(O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)=C1 SUSHDSMGFVANCQ-UJPOAAIJSA-N 0.000 description 2
- HYVABZIGRDEKCD-UHFFFAOYSA-N N(6)-dimethylallyladenine Chemical compound CC(C)=CCNC1=NC=NC2=C1N=CN2 HYVABZIGRDEKCD-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 241000863480 Vinca Species 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 229960000271 arbutin Drugs 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000003617 indole-3-acetic acid Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 239000005972 6-Benzyladenine Substances 0.000 description 1
- GOSWTRUMMSCNCW-HNNGNKQASA-N 9-ribosyl-trans-zeatin Chemical compound C1=NC=2C(NC\C=C(CO)/C)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O GOSWTRUMMSCNCW-HNNGNKQASA-N 0.000 description 1
- 150000008151 D-glucosides Chemical class 0.000 description 1
- FAIXYKHYOGVFKA-UHFFFAOYSA-N Kinetin Natural products N=1C=NC=2N=CNC=2C=1N(C)C1=CC=CO1 FAIXYKHYOGVFKA-UHFFFAOYSA-N 0.000 description 1
- NWBJYWHLCVSVIJ-UHFFFAOYSA-N N-benzyladenine Chemical compound N=1C=NC=2NC=NC=2C=1NCC1=CC=CC=C1 NWBJYWHLCVSVIJ-UHFFFAOYSA-N 0.000 description 1
- 240000004971 Pseudosasa japonica Species 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000034303 cell budding Effects 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000007854 depigmenting agent Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- QANMHLXAZMSUEX-UHFFFAOYSA-N kinetin Chemical compound N=1C=NC=2N=CNC=2C=1NCC1=CC=CO1 QANMHLXAZMSUEX-UHFFFAOYSA-N 0.000 description 1
- 229960001669 kinetin Drugs 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000003808 methanol extraction Methods 0.000 description 1
- 239000000401 methanolic extract Substances 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- UZKQTCBAMSWPJD-UQCOIBPSSA-N trans-Zeatin Natural products OCC(/C)=C\CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-UQCOIBPSSA-N 0.000 description 1
- UZKQTCBAMSWPJD-FARCUNLSSA-N trans-zeatin Chemical compound OCC(/C)=C/CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-FARCUNLSSA-N 0.000 description 1
- 229940023877 zeatin Drugs 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61025177A JPS62181795A (ja) | 1986-02-07 | 1986-02-07 | アルキルハイドロキノン−β−Ｄ−グルコシドの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61025177A JPS62181795A (ja) | 1986-02-07 | 1986-02-07 | アルキルハイドロキノン−β−Ｄ−グルコシドの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62181795A true JPS62181795A (ja) | 1987-08-10 |
| JPH0559713B2 JPH0559713B2 (zh) | 1993-08-31 |
Family
ID=12158720
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61025177A Granted JPS62181795A (ja) | 1986-02-07 | 1986-02-07 | アルキルハイドロキノン−β−Ｄ−グルコシドの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62181795A (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0466303U (zh) * | 1990-10-15 | 1992-06-11 |
-
1986
- 1986-02-07 JP JP61025177A patent/JPS62181795A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0466303U (zh) * | 1990-10-15 | 1992-06-11 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0559713B2 (zh) | 1993-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Sen et al. | Production of forskolin in in vitro cultures of Coleus forskohlii | |
| US4910138A (en) | Use of an organ culture of Catharanthus roseus to produce vincristine and vinblastine | |
| JPS6296088A (ja) | 抗腫瘍性物質の製法 | |
| RU2360964C1 (ru) | КУЛЬТУРА КОРНЯ Hed.th. (Hedysarum theinum Krasnob.) - ПРОДУЦЕНТ ИЗОФЛАВОНОВ | |
| Roy et al. | Clonal propagation of Rauvolfia serpentina through in vitro culture | |
| JPS62181795A (ja) | アルキルハイドロキノン−β−Ｄ−グルコシドの製造法 | |
| CN101182542A (zh) | 用发根农杆菌遗传转化粘毛黄芩获得产黄芩苷的毛状根的方法 | |
| Bhatnagar et al. | Production of solasodine by Solanum laciniatum using plant tissue culture technique | |
| JPH0822225B2 (ja) | メグスリノキカルスの生産方法 | |
| Black et al. | Indoleacetic acid synthesis in soybean cotyledon callus tissue | |
| JPH0414960B2 (zh) | ||
| Thiruvengadam et al. | Somatic embryogenesis and plant regeneration from petiole-derived callus of spine gourd (Momordica dioica Roxb. ex Willd) | |
| Rady et al. | Plant biotechnology and foxglove | |
| JP3274518B2 (ja) | 薬用ニンジンエキスの製造法 | |
| JPH062053B2 (ja) | 植物の組織培養方法 | |
| JP2545359B2 (ja) | 植物培養細胞 | |
| JP2573952B2 (ja) | ジャガイモのマイクロチュ−バ−を不定芽から形成させる方法 | |
| JP2539339B2 (ja) | 抗酸化剤 | |
| JP2873023B2 (ja) | ポドフィロトキシン類化合物の製造方法 | |
| RU2070787C1 (ru) | Способ получения растений-регенерантов rauwolfia vomitoria atz. | |
| JPH0951796A (ja) | フォルスコリンの製造方法 | |
| JPS63267282A (ja) | リグナンの回収法 | |
| JPH02191292A (ja) | アクテオシドの製造法 | |
| Pevalek et al. | Growth regulators requirement for the initiation of Vicia faba callus tissue | |
| JPH01262792A (ja) | パーオキシダーゼの製造法 |